| Douglas Maclean | $120.00 |
| David Shields | $60.00 |
| Fanny O'Brien | $120.00 |
|
Deb and John Hornig |
$100.00 |
|
Deborah Hornig |
$250.00 |
|
Ted Lambert |
|
| Kelly Flynn | $50.00 |
|
Matt Moncrief |
|
| Steven Kwong | $100.00 |
| 2025 | $975.00 | Wellesley to Bourne (1-Day, Sat) |
| 2024 | $4,408.55 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $5,295.00 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $4,689.86 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $2,920.47 | Reimagined |
| 2020 | $3,840.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $5,160.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $4,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2017 | $4,800.00 | Wellesley to Provincetown Monument (2-Day) |
| 2016 | $4,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $3,400.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $3,600.00 | Wellesley to Bourne (1-Day, Sat) |
